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Chapter 3: Problem 13

The IUPAC name of a) 4 -chloro-3-cyanophenol b) 3 -Hydroxy-6-chlorobenzenecarbonitrile c) 2 -chloro-5-hydroxybenzene carbonitrile 'd) 4 -chloro-5-cyanophenol

Short Answer

Expert verified
Question: Draw the molecular structure of 4-chloro-5-cyanophenol. Answer: The molecular structure of 4-chloro-5-cyanophenol is as follows: ![4-chloro-5-cyanophenol](https://www.chemsynthesis.com/molecules/4868299d1d42db2e219b36723ab9edb7.png)

Step by step solution

01

Identify the parent compound

The parent compound in this case is phenol. Phenol has a benzene ring with a hydroxyl group (OH) attached to it.
02

Identify the substituents

Two substituents are present in this compound: Chloro (Cl) and cyano (CN). The numbers 4 and 3 in the name indicate the positions of these substituents on the benzene ring.
03

Draw the molecular structure

Begin with the benzene ring and add the hydroxyl group to one of the carbon atoms. Then, attach the chloro group (Cl) at the 4th position and the cyano group (CN) at the 3rd position. The final structure looks like this: ![4-chloro-3-cyanophenol](https://www.chemsynthesis.com/molecules/6f8bcdb4c5c607d70b214d2928718d.png) #b) 3 -Hydroxy-6-chlorobenzenecarbonitrile#
04

Identify the parent compound

The parent compound is benzenecarbonitrile. Benzenecarbonitrile has a benzene ring with a cyano group (CN) directly attached to it.
05

Identify the substituents

The substituents in this case are hydroxy (OH) and chloro (Cl). The numbers 3 and 6 indicate the positions of these substituents on the benzene ring.
06

Draw the molecular structure

Start with the benzene ring and add the cyano group (CN). Then, attach the hydroxyl group (OH) at the 3rd position and the chloro group (Cl) at the 6th position. The final structure looks like this: ![3-Hydroxy-6-chlorobenzenecarbonitrile](https://www.chemsynthesis.com/molecules/28f0a8961ddb3516fcb98f109c3d989d.png) #c) 2 -chloro-5-hydroxybenzene carbonitrile#
07

Identify the parent compound

The parent compound is benzene carbonitrile, which has a benzene ring with a cyano group (CN) directly attached to it.
08

Identify the substituents

The substituents are chloro (Cl) and hydroxy (OH). The numbers 2 and 5 indicate the positions of these substituents on the benzene ring.
09

Draw the molecular structure

Start with the benzene ring and add the cyano group (CN). Then, attach the chloro group (Cl) at the 2nd position and the hydroxyl group (OH) at the 5th position. The final structure looks like this: ![2-chloro-5-hydroxybenzene carbonitrile](https://www.chemsynthesis.com/molecules/84ee375a380ca9db476e438985a02b99.png) #d) 4 -chloro-5-cyanophenol#
10

Identify the parent compound

The parent compound is phenol, which has a benzene ring with a hydroxyl group (OH) attached to it.
11

Identify the substituents

The substituents are chloro (Cl) and cyano (CN). The numbers 4 and 5 indicate the positions of these substituents on the benzene ring.
12

Draw the molecular structure

Begin with the benzene ring and add the hydroxyl group (OH) to one of the carbon atoms. Then, attach the chloro group (Cl) at the 4th position and the cyano group (CN) at the 5th position. The final structure looks like this: ![4-chloro-5-cyanophenol](https://www.chemsynthesis.com/molecules/4868299d1d42db2e219b36723ab9edb7.png)

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Most popular questions from this chapter

A highly unstable contributor to the resonance structure when trifluoromethyl benzene undergoes electrophilic substitution is

Anisole is not formed in the reaction (a) phenol \(+\mathrm{CH}_{3} \mathrm{Br} \stackrel{\mathrm{NaOH}}{\longrightarrow}\) (c) phenol \(+\left(\mathrm{CH}_{3}\right)_{2} \mathrm{SO}_{4} \stackrel{\mathrm{NaOH}}{\longrightarrow}\)

Statement 1 Nitrobenzene and aniline do not undergo Friedel-Crafts reaction with \(\mathrm{CH}_{3}-\mathrm{CH}_{2} \mathrm{Cl} / \mathrm{AlCl}_{3}\) and Statement 2 \(-\mathrm{NO}_{2}\) and \(-\mathrm{NH}_{2}\) groups combine with \(\mathrm{AlCl}_{3}\) to form adducts.

An organic compound having the molecular formula \(\mathrm{C}_{7} \mathrm{H}_{8} \mathrm{O}\) is insoluble in \(\mathrm{NaHCO}_{3}\) solution but dissolves in aqueous \(\mathrm{NaOH}\). When treated with bromine water the compound rapidly forms a precipitate having the molecular formula \(\mathrm{C}_{7} \mathrm{H}_{5} \mathrm{OBr}_{3} .\) The organic compound is (a) o-cresol (b) \(\mathrm{m}\) -cresol (c) \(\mathrm{p}\) -cresol (d) anisole

p-cresol on heating with zinc dust gives (a) benzene (b) toluene (c) \(\mathrm{p}\) -xylene (d) benzaldehyde
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